| Identification | Back Directory | [Name]
α- Erythroidine | [CAS]
466-80-8 | [Synonyms]
a-Erythroidine
1,2,6,7-Tetradehydro-12,17-dihydro-3β-methoxy-16(15H)-oxaerythrinan-15-one
1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one, 2,6,8,9,9a,10-hexahydro-2-methoxy-, (2R,9aS,13bS)- | [Molecular Formula]
C16H19NO3 | [MOL File]
466-80-8.mol | [Molecular Weight]
273.33 |
| Hazard Information | Back Directory | [Purification Methods]
Recrystallise -erythroidine from pentane. It is best prepared freshly from the more stable hydrochloride. The hydrochloride (1.3g) in H2O (20mL) is basified with NaHCO3 to pH ~8 and extracted with *C6H6 (6 x 10mL). The combined extracts are evaporated to a small volume and refrigerated. The free base separates as white hygroscopic crystals m 52-55o, which are recrystallised from pentane. Although stable in solution, the crystals turn brown on exposure to air.
-Erythroidine hydrochloride is best purified by dissolving 10g in H2O (100mL), adjusting the pH to 8 with aqueous NaHCO3, extracting with *C6H6 (4 x 20mL), evaporating to 20mL, passing through activated Al2O3 and eluting with *C6H6. The eluate is evaporated to a small volume and the crystals are collected, dissolved in EtOH and dry HCl gas passed through to give the pure hydrochloride. When recrystallised from EtOH, it has m 226-228o(dec), and [ ] D 32 +118o (c 0.5, H2O). It has max 224nm ( 35,500); compare with -erythroidine hydrochloride below. [Boelkeleide & Grundon J Am Chem Soc 75 2563 1953, Boekeleide & Morrison J Am Chem Soc 80 3905 1958, abs config: Hill & Shearer J Org Chem 2 7 3342 1955, Beilstein 27 III/IV 3569.] |
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